Maidenhead Vacation rentals & Airbnb

8.2 26 reviews

Maidenhead

2 1

$129/nighttotal: $3870 (30 )

Lovely Central Studio/2bed - 5min To Train Station

studio - Slough

This studio apartment is located in Slough, a short 4-mile drive from Windsor Castle and a 5-minute walk from the train station, making it easy to explore the area. The property enjoys a very good user rating, location rating, and cleanliness rating.
This studio apartment features a fully equipped kitchen with a fridge, freezer, and microwave oven, as well as a garden and parking. You can enjoy garden views from the studio, and it has a comfortable bed, fresh towels, and linen.

9.2 69 reviews

Maidenhead

2 2

$174/nighttotal: $3654 (21 )

Magnolia Penthouse

apartment - Windsor

The Magnolia Penthouse is a centrally located Windsor apartment, a 9-minute walk from Windsor Castle and 2.2 miles from Legoland Windsor.
This 650-square-foot (60-square-meter) two-bedroom, one-bathroom rental sleeps seven, features free Wi-Fi, free parking, a full kitchen with oven and microwave, and a washing machine.

9.4 5 reviews

Maidenhead

2 1

$207/nighttotal: $828 (4 )

Crown & Glory I Gated Parking

apartment - Windsor

This central Windsor apartment offers prime access, situated a 10-minute walk from Windsor Castle and 2.1 miles from Legoland Windsor, with London Heathrow Airport just 10 miles away.
This 520-square-foot condo accommodates up to four guests and features a fully equipped kitchen with a dishwasher and microwave, complimentary on-site parking, free Wi-Fi, and a private patio.

9.6 125 reviews

Maidenhead

7 3

$554/nighttotal: $3878 (7 )

Stylish Lodge At Windsor Racecourse Marina - By Tempstay

house - Windsor

This Stylish Lodge near Windsor Racecourse Marina offers a three-bedroom, two-bathroom house conveniently located 1.8 miles from Windsor Castle and 2.8 miles from Legoland Windsor.
The 3-bedroom, 2-bathroom home features a fully equipped kitchen with a dishwasher and microwave, a fireplace, a washing machine, free Wi-Fi, free private parking, and a garden, comfortably accommodating families or groups.

9.2 247 reviews

Maidenhead

2 1

$205/nighttotal: $1025 (5 )

Hampden Apartments - The Diana

apartment - Windsor

The Hampden Apartments - The Diana is located in Windsor, just a short walk from Windsor Castle and a short drive from Legoland Windsor, making it an ideal choice for families and those wanting to explore the area's attractions. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom unit with one bathroom. It offers a range of amenities including a fully equipped kitchen, a private terrace, free parking, and free Wi-Fi, allowing guests to enjoy a comfortable and convenient stay.

9.7 53 reviews

Maidenhead

1 1

$206/nighttotal: $824 (4 )

Elegant Windsor Flat - Short Walk To Windsor Castle, River Thames & Train Station

apartment - Eton

This Eton apartment is a short walk from Windsor Castle and conveniently located near Dorney Lake (4.2 miles) and Legoland Windsor (4.9 miles).
The one-bedroom unit sleeps seven, features a fully equipped kitchen with a dishwasher and microwave, in-unit laundry, and free Wi-Fi; a flat-screen TV is provided for guest entertainment.

8.3 57 reviews

Maidenhead

2 1

$151/nighttotal: $755 (5 )

Letting Serviced Apartments - Guards View, Windsor

apartment - Windsor

This Windsor apartment is located in the heart of the town, just a short walk from Windsor Castle and close to other attractions like Legoland Windsor and LaplandUK. The apartment consistently receives very good ratings for cleanliness, location, and overall user experience. This comfortable flat has a fully equipped kitchen, private bathroom, and a seating and dining area. Guests can enjoy complimentary Wi-Fi, a flat-screen TV, and parking, along with the convenience of being pet-friendly.

10 2 reviews

Maidenhead

2 2

$170/nighttotal: $5100 (30 )

Spacious 2-bedroom Apartments In Windsor Ch

apartment - Windsor

Camperdown House is a two-bedroom apartment in Windsor, just a short walk from Windsor Castle and a quick drive from Legoland Windsor. It has received very good ratings for cleanliness, location, and overall experience.
The apartment is equipped with a full kitchen, including a fridge, freezer, microwave, and dishwasher, allowing guests to prepare their own meals. Guests can also enjoy the on-site garden, tennis court, and parking, as well as free WiFi, a DVD player, and easy access to nearby activities like golfing, cycling, and horse riding.

10 3 reviews

Maidenhead

3 2

$220/nighttotal: $33220 (151 )

Nr Windsor & Legoland - Sleeps 5 - Free Parking

apartment

This 2-bedroom, 1-bathroom Berkshire apartment offers convenient access to Windsor, Ascot, Bray, and the Thames Valley, located within 10 miles of Windsor Castle.
This garden flat includes a fully equipped kitchen with a Nespresso machine, a dedicated workspace, hotel-quality linens, and a private garden space, accommodating up to 5 guests.

Maidenhead

7 3

$500/nighttotal: $3500 (7 )

Windsor Luxe Living 3br Near Windsor Castle

apartment - Windsor

This East Clewer apartment is situated 1.43 miles from Legoland Windsor and 1.68 miles from Windsor Castle.
This 200-square-foot dwelling offers 3 bedrooms, 1 bathroom, and accommodates up to 12 guests with free Wi-Fi, on-site parking, and a carbon monoxide detector.

10 2 reviews

Maidenhead

2 1

$180/nighttotal: $900 (5 )

Luxury Smart Windsor London Parking

house - Farnham Royal

This vacation home is located 11 miles from London Heathrow Airport in Farnham Royal.
This 380-square-foot, 1-bedroom cottage offers air conditioning, Wi-Fi, a fully equipped kitchen, and parking for up to 9 guests.

10 107 reviews

Maidenhead

2 1

$182/nighttotal: $910 (5 )

Marlow Apartments No 2- One Bed Apartment

apartment

This modern one-bedroom apartment is located in Marlow, Buckinghamshire, a short walk from the Michelin-starred Hand & Flowers restaurant and the town's High Street.
The 750-square-foot apartment features a fully equipped kitchen, a garden, a spa, parking, and access to Netflix, a Bluetooth speaker, and a Nespresso machine.

Discover Central Vacation Rentals in Maidenhead

From vibrant downtown areas to historic streets, these Maidenhead vacation rentals put you close to everything worth seeing.

9.5 8 reviews

Maidenhead

2 3

$224/nighttotal: $33824 (151 )

Maidenhead Driveway Parking Garden

house - Maidenhead

This Leander apartment in Maidenhead offers a convenient location, just 5.2 miles from Cliveden House and 8.4 miles from Windsor Castle, providing easy access to major tourist attractions.
This 1800-square-foot, three-bedroom, one-bathroom rental features a private garden, free parking, a well-equipped kitchen, and satellite TV, accommodating up to six guests and their pets (additional charges apply).

10 2 reviews

Maidenhead

2 2

$141/nighttotal: $21291 (151 )

5 Guests | Free Parking | Easy Train To Reading

apartment

This Maidenhead flat offers a peaceful residential setting, located a 15-minute walk (7,920 feet) from the town center and within easy reach of the Elizabeth Line for direct travel to central London, as well as a short drive to popular Berkshire destinations like Windsor and Reading.
This 2-bedroom, 1-bathroom unit accommodates up to 5 guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus on-site parking and a garden, ideal for contractors and business travelers seeking a comfortable stay in Berkshire.

8.9 12 reviews

Maidenhead

2 2

$171/nighttotal: $3591 (21 )

2 Bedroom Apartments In Central Maidenhead

apartment - Maidenhead

This Maidenhead apartment is conveniently located in the town center, just a short drive from popular attractions like Dorney Lake, Cliveden House, and Windsor Castle. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment offers 810 square feet of space, comfortably accommodating up to four guests. Enjoy modern amenities such as a fully equipped kitchen, private parking, and a balcony with city views, perfect for relaxing after a day exploring the area.

9.0 8 reviews

Maidenhead

2 2

$131/nighttotal: $3930 (30 )

Maidenhead - Gated Parking Balcony

apartment - Maidenhead

This Maidenhead apartment rental is conveniently located near Legoland Windsor (8.3 miles), Windsor Castle (9.1 miles), and LaplandUK (10 miles), offering easy access to popular attractions.
This 640-square-foot (approximately 60-square-meter) two-bedroom, one-bathroom unit features free Wi-Fi, free gated parking, a fully equipped kitchen with a microwave and refrigerator, and in-unit laundry facilities; it comfortably accommodates families or groups of up to four.

Best Maidenhead vacation rentals with air conditioning

10 2 reviews

Maidenhead

2 4

$729/nighttotal: $2916 (4 )

Spacious Home In Central Windsor With Large Garden

apartment - Berkshire

This Berkshire apartment rental, located in a quiet Windsor residential area a short walk from Windsor town center, offers easy access to London via nearby train stations and proximity to attractions like LEGOLAND® Windsor and Cliveden House.
This 2,090-square-foot family home features four bedrooms, four bathrooms, and a spacious layout including an open-plan kitchen and lounge with a fireplace, a separate office and games room in an outbuilding, and a large garden; it comfortably accommodates eight guests.

8.9 84 reviews

Maidenhead

2 5

$478/nighttotal: $2868 (6 )

Castle Properties: The Sovereign 5 Bed Town House

apartment - Windsor

This 5-bedroom townhouse is located in Windsor, just a short walk from Windsor Castle and a few hundred yards from the city center, offering easy access to Windsor's attractions. The property has received very good user ratings for cleanliness and an excellent rating for location.
This spacious home offers 2150 square feet of living space. The apartment features a fully equipped kitchen with a dishwasher, two bathrooms with a bath and hair dryer, private entrance, complimentary welcome treats, and is allergy-friendly and non-smoking.

9.0 194 reviews

Maidenhead

2 1

$188/nighttotal: $940 (5 )

Warwick Road Studios

apartment - Beaconsfield

Warwick Road Studios is located in Beaconsfield, just a short drive from both Cliveden House and Uxbridge, offering easy access to both the countryside and town amenities. Guests have consistently rated the studio highly for its cleanliness, location, and overall experience.
The studio apartment is perfect for solo travelers or couples, providing a comfortable and efficient living space. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, and a tennis court, ensuring a relaxing and enjoyable stay.

9.9 208 reviews

Maidenhead

2 2

$189/nighttotal: $5670 (30 )

Luxurious Barn Between Marlow & Henley

apartment

This charming cottage is located in the picturesque village of Medmenham, just 2 miles from Marlow and 5 miles from Henley-on-Thames, offering a peaceful escape from the hustle and bustle. The cottage has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage features two bedrooms, one bathroom, and comfortably sleeps four guests. It offers a private terrace and garden, air conditioning, Wi-Fi, and two parking spaces, as well as access to the River and Harleyford Golf Course for outdoor activities.

Frequently Asked Questions about vacation rentals in Maidenhead

Which neighborhood in Maidenhead should you consider for a vacation rental?
The best neighborhood for a vacation rental is probably around the town center, as it's close to shops, restaurants, and the train station. You'll be within walking distance of everything and have easy access to all the attractions Maidenhead has to offer.
What are the best Airbnb and vacation rentals in Maidenhead?
Old Butchers Wine Cellar 15th Century Apartment, 6 Bedrooms Beautiful Home 3 Bathrooms - Quiet Location With Garden Near Legoland Windsor Heathrow and House Of Fisher - Athena Court are the most popular Airbnb and vacation rentals in Maidenhead among travelers.
What are the top family-friendly attractions in Maidenhead?
For families, the Maidenhead Heritage Centre is a great place to learn about the town's history, and the Maidenhead Thicket is a beautiful park with plenty of space for kids to run around. The Braywick Leisure Centre has a pool, gym, and other activities for all ages.
What are the most popular Airbnbs in Maidenhead?
Among the Airbnbs in Maidenhead, Old Butchers Wine Cellar 15th Century Apartment, Cheerful Modern Apt Central Maidenhead - Parking and Detached Studio With Private Entry are the most popular ones.
When is the best time to book a vacation rental in Maidenhead?
The best time to book a vacation rental in Maidenhead is during the shoulder seasons, like spring or fall, when the weather is mild and the crowds are smaller. You'll get the best deals and have a more relaxed experience.
What are the best vacation rentals with a pool in Maidenhead?
Spacious Sunny Apartment, Sheephouse Manor and Modern Bungalow With Private Swimming Pool are the best vacation rentals with a pool in Maidenhead.
What events or festivals should visitors check out in and around Maidenhead?
Maidenhead doesn't have many large festivals, but you can check out the Maidenhead River Festival in July for live music, food stalls, and boat races. The nearby Windsor Castle also hosts many events throughout the year.
What are the best rentals for families and kids in Maidenhead?
The best rentals for families and kids in Maidenhead are Old Butchers Wine Cellar 15th Century Apartment, 6 Bedrooms Beautiful Home 3 Bathrooms - Quiet Location With Garden Near Legoland Windsor Heathrow and House Of Fisher - Athena Court.
What are the best budget-friendly activities in Maidenhead?
For budget-friendly activities, you can walk or cycle along the Thames Path, visit the free Maidenhead Library, or explore the Maidenhead Thicket. The town center also has many affordable cafes and restaurants.
What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?
The best vacation rentals or Airbnb with a jacuzzi in Maidenhead are Pierocks Wickets Luxury Entire House - Free Parking And Wi-fi In Maidenhead, Period Luxury Converted Barn Windsor/maidenhead - Perfect For Family Groups and Captivating.
What are the best restaurants with local dishes in Maidenhead?
The best restaurants for local dishes are probably The Old House at 42, which serves traditional British pub food, and The Copper Kettle, which has a more modern take on British cuisine. For a more casual experience, you can try The Anchor pub.
What are the best walking or cycling routes in Maidenhead?
A great walking or cycling route is along the Thames Path, which goes right through Maidenhead. You can also explore the Maidenhead Thicket, which has many trails for all levels of fitness.
Are there pet-friendly attractions in Maidenhead?
Maidenhead Thicket is pet-friendly and a great place for a walk with your dog. Many of the cafes and restaurants in the town center also welcome dogs.
What are the benefits of choosing a vacation rental in Maidenhead?
Vacation rentals offer more space and privacy than a hotel. You can also cook your own meals and enjoy the amenities of a home away from home. Some vacation rentals even have unique features like a hot tub or a garden.

Popular destinations

Choose the Right Vacation Rentals with a Terrace in Maidenhead

Enjoy your own private terrace with city skyline views at these vacation rentals in Maidenhead.

9.4 131 reviews

Maidenhead

2 1

$120/nighttotal: $600 (5 )

The Studio On The Green

studio - Egham

The Studio on The Green is located in Egham, just a short drive from popular attractions like Thorpe Park, Windsor Castle, and Legoland. This studio apartment has earned excellent ratings for its cleanliness, location, and overall guest experience.
The studio features a private entrance and can accommodate up to two guests. Amenities include a fully equipped kitchenette, air conditioning, a private garden, free parking, and complimentary Wi-Fi.

8.4 5 reviews

Maidenhead

2 1

$194/nighttotal: $970 (5 )

Central Windsor Gem | 1br Penthouse + Balcony

apartment - Windsor

This Windsor City Centre apartment is conveniently located near King Edward Court Shopping Centre, the River Thames, and within three miles of Windsor Castle and LEGOLAND Windsor Resort.
This 640-square-foot unit features one bedroom, one bathroom, sleeps four guests comfortably, and includes a fully equipped kitchen with a refrigerator, microwave, dishwasher, and a washing machine, plus a sofa bed and in-unit entertainment.

Maidenhead

2 1

$224/nighttotal: $1120 (5 )

1 Bed/1 Bath + Free Parking | Central Windsor

apartment - Windsor

This one-bedroom condo is located in Windsor City Centre, mere steps from Windsor Castle and the River Thames, offering convenient access to local shops and restaurants.
This 520-square-foot unit accommodates up to four guests with a double bedroom, en-suite, sofa bed, fully equipped kitchen, and includes complimentary parking and Wi-Fi.

8.7 79 reviews

Maidenhead

2 1

$185/nighttotal: $740 (4 )

Reign & Relax

apartment - Windsor

Smart Living by Lawsons, a Windsor apartment rental, is centrally located, an eight-minute walk from Windsor Castle and a short drive from Legoland Windsor.
This 620-square-foot (57 square meter) unit features one bedroom, one bathroom, and a private terrace, accommodating up to seven guests and offering a fully equipped kitchen with a dishwasher.

Compare Vacation Rentals for Families in Maidenhead

Booking a family-oriented vacation rental in Maidenhead keeps you close to top city attractions for a stress-free getaway.

9.9 66 reviews

Maidenhead

2 1

$145/nighttotal: $870 (6 )

The Marlow Annexe

apartment

This Marlow annexe, a 10-15 minute walk from Marlow High Street, offers a peaceful setting opposite a park and the River Thames in Buckinghamshire.
This one-bedroom unit features a well-equipped kitchen, stylish bathroom, free off-street parking, and comfortably sleeps two guests, providing easy access to Marlow's restaurants and bars.

10 3 reviews

Maidenhead

2 1

$173/nighttotal: $865 (5 )

1 Bedroom Garden Flat City Central Slough Near Windsor

apartment - Slough

This one-bedroom Slough apartment, located in central Slough, offers easy access to Windsor Castle (3.2 miles), Legoland Windsor (4.9 miles), and London Heathrow Airport (7.5 miles).
The 640-square-foot flat features a fully equipped kitchen with a dishwasher, a private terrace, free Wi-Fi, and accommodates up to nine guests.

9.3 23 reviews

Maidenhead

2 2

$259/nighttotal: $1295 (5 )

Two Bedroom Apartment

apartment - Slough

This Slough apartment rental is conveniently located near Windsor Castle (3.4 miles), Legoland Windsor (4.4 miles), and Uxbridge Tube Station (7.4 miles), offering easy access to major attractions.
This 800-square-foot (74-square-meter) two-bedroom, one-bathroom unit sleeps seven guests and features a fully equipped kitchen, balcony, free Wi-Fi, on-site parking, and a private entrance.

Maidenhead

2 1

$196/nighttotal: $980 (5 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage - Burnham

This cottage is located in Berkshire, a 0.2-mile drive from Heathrow Airport and 1056 feet from a local pub.
This family-friendly cottage sleeps 2, offers free Wi-Fi and private parking, and is a short drive from Windsor Castle and Thorpe Park.

Best Maidenhead vacation rentals with parking

8.4 121 reviews

Maidenhead

2 2

$152/nighttotal: $3192 (21 )

Windsor Town Centre Victorian Townhouse Sleeps 6

house - Windsor

Maidenhead

3 5

$298/nighttotal: $44998 (151 )

Spacious 5 Bed | 7 Beds, Free Parking, Sleeps 9

apartment

10 1 review

Maidenhead

2 1

$144/nighttotal: $720 (5 )

Chic Studio Steps From Windsor Castle

studio - Windsor

9.4 25 reviews

Maidenhead

7 4

$296/nighttotal: $2072 (7 )

4 Bedroom House Contractors Discounted This Week

house

Find the Best Luxury Vacation Rentals in Maidenhead

Elevate your stay in a luxury vacation rental or Airbnb in Maidenhead, featuring high-end finishes and a prime location.

8.8 87 reviews

Maidenhead

2 2

$240/nighttotal: $1200 (5 )

Charming Cottage In Windsor - Walk To Castle &Shops! - By Tempstay

house - Windsor

Discover Pet-Friendly Vacation Rentals in Maidenhead

Experience a pet-friendly stay in Maidenhead with vacation rentals located steps away from city dog parks and walking trails.

Maidenhead

1 2

$241/nighttotal: $964 (4 )

Charming 2 Bed House In Windsor - By Tempstay

apartment - Windsor

9.9 163 reviews

Maidenhead

3 1

$108/nighttotal: $16308 (151 )

Cozy Modern Cottage Near Legoland, Windsor & Ascot

house

Maidenhead

3 2

$125/nighttotal: $18875 (151 )

Central Maidenhead Stylish 2-bed Apartment Near St

apartment

9.9 162 reviews

Maidenhead

2 2

$201/nighttotal: $804 (4 )

Charming Terrace In The Heart Of Bray Village

apartment

Top-Rated Vacation Rentals with a Pool in Maidenhead

Choose a Maidenhead rental with a pool for a refreshing swim right in the heart of the city.

Maidenhead

2 1

$889/nighttotal: $4445 (5 )

Hilltop Shepherds Hut With Hot Tub And Tennis

cabin - Hambleden

Maidenhead

2 2

$653/nighttotal: $3265 (5 )

Riverside Retreat| Sauna & Pool - By Tempstay

apartment - Berkshire

10 1 review

Maidenhead

2 6

$1399/nighttotal: $6995 (5 )

307 M² House ∙ 6 Bedrooms ∙ 12 Guests

house - Winkfield

8.0 2 reviews

Maidenhead

2 2

$598/nighttotal: $2990 (5 )

Wellness Escape By River, Sauna, Heated Pool, Hot Tub

house - Windsor

Top Vacation Rentals with a Hot Tub in Maidenhead

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Maidenhead.

10 2 reviews

Maidenhead

2 8

$2047/nighttotal: $10235 (5 )

Dual-property Retreat In Windsor - By Tempstay

apartment - Berkshire

Maidenhead

2 1

$721/nighttotal: $2884 (4 )

House Sleeps 10 With Parking And Garden

house

Maidenhead

2 4

$159/nighttotal: $4770 (30 )

3 Bedroom | Early Booking Discount | Relocation

apartment - Slough

9.2 7 reviews

Maidenhead

2 5

$754/nighttotal: $3770 (5 )

Luxury New Build 5-bed Bungalow-long Stay Offer

house - Winkfield

Best Vacation rentals and Airbnb offers in Maidenhead

Lovely Central Studio/2bed - 5min To Train Station

Magnolia Penthouse

Crown & Glory I Gated Parking

Stylish Lodge At Windsor Racecourse Marina - By Tempstay

Hampden Apartments - The Diana

Elegant Windsor Flat - Short Walk To Windsor Castle, River Thames & Train Station

Letting Serviced Apartments - Guards View, Windsor

Spacious 2-bedroom Apartments In Windsor Ch

Nr Windsor & Legoland - Sleeps 5 - Free Parking

Windsor Luxe Living 3br Near Windsor Castle

Luxury Smart Windsor London Parking

Marlow Apartments No 2- One Bed Apartment

Maidenhead Driveway Parking Garden

5 Guests | Free Parking | Easy Train To Reading

2 Bedroom Apartments In Central Maidenhead

Maidenhead - Gated Parking Balcony

Spacious Home In Central Windsor With Large Garden

Castle Properties: The Sovereign 5 Bed Town House

Warwick Road Studios

Luxurious Barn Between Marlow & Henley

The Studio On The Green

Central Windsor Gem | 1br Penthouse + Balcony

1 Bed/1 Bath + Free Parking | Central Windsor

Reign & Relax

The Marlow Annexe

1 Bedroom Garden Flat City Central Slough Near Windsor

Two Bedroom Apartment

Cottage ∙ 1 Bedroom ∙ 2 Guests

Windsor Town Centre Victorian Townhouse Sleeps 6

Spacious 5 Bed | 7 Beds, Free Parking, Sleeps 9

Chic Studio Steps From Windsor Castle

4 Bedroom House Contractors Discounted This Week

Charming Cottage In Windsor - Walk To Castle &Shops! - By Tempstay

Charming 2 Bed House In Windsor - By Tempstay

Cozy Modern Cottage Near Legoland, Windsor & Ascot

Central Maidenhead Stylish 2-bed Apartment Near St

Charming Terrace In The Heart Of Bray Village

Hilltop Shepherds Hut With Hot Tub And Tennis

Riverside Retreat| Sauna & Pool - By Tempstay

307 M² House ∙ 6 Bedrooms ∙ 12 Guests

Wellness Escape By River, Sauna, Heated Pool, Hot Tub

Dual-property Retreat In Windsor - By Tempstay

House Sleeps 10 With Parking And Garden

3 Bedroom | Early Booking Discount | Relocation

Luxury New Build 5-bed Bungalow-long Stay Offer